cas 13494-10-5, 2',3'-DIHYDROXYACETOPHENONE

Articles about 13494-10-5Total 13 be found

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Synthetic method of benzodioxole derivative
The invention provides a synthetic method of a benzodioxole derivative, which is used for preparing a 7-bromobenzo [ D ] [1,3] dioxol-4-one benzodioxole derivative through acylation reaction, substitution reaction and reaction with dihalomethane. The meth
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Paragraph 0024-0025

(2021/02/13)

Extensive structure modification on luteolin-cinnamic acid conjugates leading to BACE1 inhibitors with optimal pharmacological properties
BACE1 inhibitory conjugates derived from two natural products, luteolin (1) and p-hydroxy-cinnamic acid (2), were subjected to systematic structure modifications, including various positions in luteolin segment for conjugation, different linkers (length, bond variation), as well as various substitutions in cinnamic acid segment (various substituents on benzene, and replacement of benzene by heteroaromatics and cycloalkane). Optimal conjugates such as 7c and 7k were chosen on the basis of a series of bioassay data for further investigation.
Sun, De-Yang,Cheng, Chen,Moschke, Katrin,Huang, Jian,Fang, Wei-Shuo
supporting information

(2020/01/13)

Solvent Dependence of the Monomer–Dimer Equilibrium of Ketone-Substituted Triscatecholate Titanium(IV) Complexes
Hierarchical helicates based on ketone-substituted titanium(IV)triscatecholates show different monomer-dimer behavior depending on different solvents. The dimerization constants of a whole series of differently alkyl-substituted complexes is analyzed to show that the solvent has a very strong influence on the dimerization. Hereby, effects like solvophobicity/philicity, sterics, electronics of the substituents and weak side-chain—side-chain interactions seem to act in concert.
Kwamen, A. Carel N.,Jenniches, Judith,Oppel, Iris M.,Albrecht, Markus
supporting information
p. 10550 - 10554
(2020/07/24)

Practical and efficient synthesis of hydroxyaryl ketones catalyzed by HF@SiO2 under solvent-free condition
A wide variety of hydroxyaryl ketones bearing different motifs was successfully synthesized with good yields and excellent selectivities in the presence of HF@SiO2 as an environmental friendly acid under solvent-free condition. Mild and green reaction conditions and excellent yields (50-91%) make this method an attractive method for the efficient synthesis of hydroxyaryl ketones. Fries rearrangement of phenyl benzoate in the presence of HF@SiO2 led to p-hydroxybenzophenone, while phenyl acetate in the same conditions produced o-hydroxyacetophenone as a single isomer.
Paghandeh, Hossein,Saeidian, Hamid,Ghaffarzadeh, Mohammad
p. 809 - 814
(2018/09/26)

LYSYL OXIDASE-LIKE 2 INHIBITORS AND USES THEREOF
Described herein are compounds that are LOXL2 inhibitors, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with LOXL2 activity.
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Paragraph 00387

(2017/02/24)

Catalytic application of fluorous silica gel in Fries rearrangement
Commercially available fluorous silica gel (Fluoro Flash) with no further post-modification was successfully investigated and applied merely as a catalyst in Fries rearrangement of various aryl esters under solvent free conditions in 4 h and optimized temperatures. In addition to good yields and recyclability of the catalyst, toxicity of reaction medium, by-products, and wastes were minimized. Also, low catalyst loading was another advantage of this methodology.
Ghaffarzadeh, Mohammad,Ahmadi, Maryam
p. 77 - 81
(2014/03/21)

SYNTHESIS AND ANTICANCER ACTIVITY OF ARYL AND HETEROARYL-QUINOLIN DERIVATIVES
A compound of Formula I is disclosed as follows: or a pharmaceutically acceptable salt, prodrug, solvate, or metabolite thereof, wherein R is hydrogen, P(═O)(OH)2, P(═O)(O(C1-C18)alkylene(C6-C20)aryl)2, P(═O)(OH)(OM), P(═O)(OM)2, P═O(O2M), S(═O)(OH)2, S(═O)(O(C1-C18)alkylene(C6-C20)aryl)2, S(═O)(OH)(OM), S(═O)(OM)2; M is a monovalent or divalent metal ion, or alkylammonium ion; W is (C6-C20)aryl, (C6-C20)heteroaryl, (C1-C18)alkyl(C6-C20)aryl, (C1-C18)alkyl(C6-C20)heteroaryl, hydroxy(C6-C20)aryl, hydroxy(C6-C20)heteroaryl, (C1-C18)alkoxy(C6-C20)aryl, (C1-C18)alkoxy(C6-C20)heteroaryl, (C1-C18)alkylenedioxy(C6-C20)aryl, (C1-C18)alkylenedioxy(C6-C20)heteroaryl, halo(C6-C20)aryl, halo(C6-C20)heteroaryl, (C1-C18)alkylamino(C6-C20)aryl, (C1-C18)alkylamino(C6-C20)heteroaryl, (C1-C18)cycloalkylamino(C6-C20)aryl, or (C1-C18)cycloalkylamino(C6-C20)heteroaryl, and their OR8 substutes; R5 is (C1-C18alkoxy, hydrogen, hydroxyl, O—(C1-C18)alkyl(C6-C20)aryl, halo or OR8, or R5 and R6 are (C1-C18)dioxy provided that R7 is hydrogen; R6 is hydroxyl, O—(C1-C18)alkyl(C6-C20)aryl, halo or ORR, (C1-C18)alkoxy, (C1-C18)alkylamino, or (C1-C18)cycloalkylamino, or R6 and R7 are (C1-C18)dioxy provided that R5 is hydrogen; R7 is hydrogen, halo or OR8, hydroxyl, or O—(C1-C18)alkyl(C6-C20)aryl; and R8 is P(═O)(OH)2, P(═O)(O(C1-C18)alkyl(C6-C20)aryl)2, P(═O)(OH)(OM), or P(═O)(OM)2, P═O(O2M).
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Page/Page column 16-17

(2012/02/01)

Preparative monohydroxyflavanone syntheses and a protocol for gas chromatography-mass spectrometry analysis of monohydroxyflavanones
We describe a facile efficient, and preparative approach for monohydroxyflavanone syntheses. Using this protocol, a hydroxyl is regio-selectively introduced at one carbon of a flavanone A- or B-ring per synthesis. The seven possible isomers were each synthesized from the corresponding monomethoxymethoxylated 2′-hydroxychalcones in acidic solution. These monohydroxyflavanones were characterized using a gas chromatography-mass spectrometry (GC-MS) system that incorporated a DB-5 capillary column. Ours is the first report of a preparative synthetic method during which a single hydroxyl can be selectively added to a flavanone A- or B-ring at any position. We are also the first to develop a procedure that separates the seven isomers by GC and characterizes the mass spectra of the isomers. Both the synthetic method and the GC-MS conditions may become important tools during future flavanone metabolism and oxidation studies.
Kagawa, Hitoshi,Shigematsu, Asako,Ohta, Shigeru,Harigaya, Yoshihiro
p. 547 - 554
(2007/10/03)

Microwave assisted direct ortho-acylation of phenol and naphthol derivatives by BF3·(C2H5)2O
The solventless acylation of phenol and naphthol derivatives with various organic acids and BF3·(C2H5) 2O, under microwave conditions, was studied. High yields of the o-acylated products were achieved in a very short time.
Naeimi, Hossein,Moradi, Leila
p. 284 - 287
(2008/02/04)

Hierarchical assembly of helicate-type dinuclear titanium(IV) complexes
The ligands 4-7-H2 were used in coordination studies with titanium(IV) and gallium(III) ions to obtain dimeric complexes Li 4[(4-7)6Ti2] and Li6[(4/5a) 6Ga2]. The X-ray crystal structures of Li 4[(4)6Ti2], Li4[(5b) 6Ti2], and Li4[(7a)6Ti2] could be obtained. While these complexes are triply lithium-bridged dimers in the solid state, a monomer/dimer equilibrium is observed in solution by NMR spectroscopy and ESI FT-ICR MS. The stability of the dimer is enhanced by high negative charges (Ti(IV) versus Ga(III)) of the monomers, when the carbonyl units are good donors (aldehydes versus ketones and esters), when the solvent does not efficiently solvate the bridging lithium ions (DMSO versus acetone), and when sterical hindrance is minimized (methyl versus primary and secondary carbon substituents). The dimer is thermodynamically favored by enthalpy as well as entropy. ESI FT-ICR mass spectrometry provides detailed insight into the mechanisms with which monomeric triscatecholate complexes as well as single catechol ligands exchange in the dimers. Tandem mass spectrometric experiments in the gas phase show the dimers to decompose either in a symmetric (Ti) or in an unsymmetric (Ga) fashion when collisionally activated. The differences between the Ti and Ga complexes can be attributed to different electronic properties and a charge-controlled reactivity of the ions in the gas phase. The complexes represent an excellent example for hierarchical self-assembly, in which two different noncovalent interactions of well balanced strengths bring together eleven individual components into one well-defined aggregate.
Albrecht, Markus,Mirtschin, Sebastian,De Groot, Marita,Janser, Ingo,Runsink, Jan,Raabe, Gerhard,Kogej, Michael,Schalley, Christoph A.,Froehlich, Roland
p. 10371 - 10387
(2007/10/03)

Benzopyran derivatives having leukotriene-antagonistic action
The present invention relates to novel 4-oxo-4H-1-benzopyran compounds containing benzyloxymethyl, 3-phenylpropyl, or other araliphatic substituents in their 8-position. These compounds show a leukotriene-antagonistic activity. The compounds are characterized by good oral adsorption. The compounds of the present invention may be used as anti-inflammatory and antiallergic medicaments, and in the treatment of cardiovascular diseases.
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(2008/06/13)

Flavones. 2. Synthesis and structure-activity relationship of flavodilol and its analogues, a novel class of antihypertensive agents with catecholamine depleting properties
(3-Phenyl-7-flavonoxy)propanolamines have been shown to exhibit antihypertensive activity in spontaneously hypertensive rats. Although they are structurally similar to classical β-adrenergic blocking compounds, their activity is not due to inhibition of β-adrenoceptors. In the present study, a series of simple flavonoxypropanolamines was prepared to further explore the structural requirements for the antihypertensive effect of these compounds. A structure-activity relationship of these derivatives indicates that the position of the oxypropanolamine side chain, the hydroxy group of the side chain, steric bulkiness and length of N substituents, degree of the N-substitution, phenyl group at the 2-position of the chromone nucleus, and substituents of the phenyl group or B ring of the flavone play significant roles in imparting pharmacological effects. In addition, there is a good correlation between the antihypertensive activity and depletion of myocardial norepinephrine. Of these analogues tested, the most effective one was flavodilol (3). Only the 8-substituted analogue 6 was found to be a β-antagonist. Flavodilol was chosen for in-depth pharmacological, toxicological, and clinical evaluation.
Wu,Cole,Davidson,Dailey,Doring,Fedorchuk,Loch III,Thomas,Blosser,Borrelli,Kinsolving,Parker,Strand,Watkins
p. 183 - 192
(2007/10/02)

Synthesis of Urushiol Derivatives by the Fries Rearrangement
The photo- and thermal-induced Fries rearrangement reactions of some unsaturated aliphatic esters of benzene-1,2-diol (catechol) have been studied.Photorearrangement and thermal rearrangement favoured products correspond to ortho and para migration respectively, but the thermal rearrangement may be acompanied by indanones, chromanones and other products which were formed through subsequent side reactions of the double bond.Photoinduced Fries rearrangement of 2-hydroxyphenyl oleate followed by reduction of the carbonyl group gave monosubstituted catechol derivatives with an unsaturated C18 side chain in either the 3- or 4-position.These alkenylcatechol derivatives are related in structure to chemical components isolated from oriental lacquer trees, such as urushiol from Rhus verniciflua or thitsiol from Melanorrhoea usitata
Jefferson, Alan,Wangchareontrakul, Sirichai
p. 605 - 614
(2007/10/02)